PhytoHub: Showing entry for 2-hydroxy-7-methoxy-1,4-benzoxazine-3(2H)-one glucoside

2-hydroxy-7-methoxy-1,4-benzoxazine-3(2H)-one glucoside

Identification

PhytoHub ID

PHUB002305

Name

2-hydroxy-7-methoxy-1,4-benzoxazine-3(2H)-one glucoside

Systematic Name

7-methoxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-1,4-benzoxazin-3-one

Synonyms

2-Gmbo
2-O-Glucosyl-7-methoxy-1,4(2H)-benzoxazin-3-one
HMBOA beta-D-glucoside
HMBOA glucoside
HMBOA-Glc

CAS Number

17622-26-3

Average Mass

357.315

Monoisotopic Mass

357.105981196

Chemical Formula

C₁₅H₁₉NO₉

IUPAC Name

2-[(3-hydroxy-7-methoxy-2H-1,4-benzoxazin-2-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

InChI Key

PMBZSEOAOIYRMW-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C15H19NO9/c1-22-6-2-3-7-8(4-6)23-15(13(21)16-7)25-14-12(20)11(19)10(18)9(5-17)24-14/h2-4,9-12,14-15,17-20H,5H2,1H3,(H,16,21)

SMILES

COC1=CC2=C(C=C1)N=C(O)C(OC1OC(CO)C(O)C(O)C1O)O2

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.12e+01 g/l
LogS (ALOGPS): -1.50
LogP (ALOGPS): -1.19
Hydrogen Acceptors: 10
Hydrogen Donors: 5
Rotatable Bond Count: 4
Polar Surface Area: 150.43
Refractivity: 81.6551
Polarizability: 34.06314928260138
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -1.6566517998713617
pKa (strongest acidic): 1.1022345845094568
Number of Rings: 3
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Food Phytochemical

Family: N-containing compounds
Class: Miscellaneous N-containing compounds
Sub-class: Not Available

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(68.99769,0.004004);(71.0098,0.004004);(85.02991,0.00500501);(89.02016,0.004004);(89.02461,0.00500501);(98.59975,0.004004);(122.02589,0.00600601);(123.03131,0.1031031);(124.03553,0.00600601);(133.01718,0.01301301);(138.05582,0.31931932);(139.04935,0.00600601);(139.0596,0.01301301);(147.75392,0.00500501);(148.03905,0.04704705);(148.05536,0.004004);(149.01137,0.00500501);(149.01765,0.00900901);(149.04416,0.004004);(150.01674,0.02102102);(160.01555,0.004004);(160.02518,0.004004);(164.03085,0.004004);(166.04588,0.05005005);(166.05153,0.12512513);(167.05408,0.01301301);(175.0377,0.00900901);(175.0462,0.00900901);(176.03502,0.004004);(178.00537,0.004004);(179.02003,0.04804805);(184.14937,0.00800801);(191.01541,0.00600601);(193.04402,0.01301301);(194.04602,1.0);(194.16853,0.00600601);(195.04631,0.07407407);(196.04887,0.01301301);(217.05077,0.00900901);(220.02469,0.004004);(235.07097,0.004004);(235.72232,0.004004);(246.54544,0.004004);(298.09415,0.004004);(341.08786,0.00800801);(355.10617,0.004004);(356.09836,0.3023023)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(68.99769,0.00424894);(71.0098,0.00424894);(85.02991,0.00499875);(89.02016,0.00449888);(89.02461,0.00474881);(98.59975,0.00449888);(122.02589,0.0059985);(123.03131,0.10297426);(124.03553,0.00574856);(133.01718,0.01274681);(138.05582,0.31967008);(139.04935,0.0059985);(139.0596,0.01299675);(147.75392,0.00549863);(148.03905,0.04748813);(148.05536,0.00424894);(149.01137,0.00499875);(149.01765,0.00874781);(149.04416,0.00449888);(150.01674,0.02099475);(160.01555,0.00449888);(160.02518,0.00424894);(164.03085,0.00449888);(166.04588,0.04973757);(166.05153,0.12496876);(167.05408,0.01349663);(175.0377,0.00874781);(175.0462,0.00874781);(176.03502,0.003999);(178.00537,0.00424894);(179.02003,0.047988);(184.14937,0.00824794);(191.01541,0.00649838);(193.04402,0.01274681);(194.04602,1.0);(194.16853,0.00624844);(195.04631,0.0739815);(196.04887,0.01299675);(217.05077,0.00874781);(220.02469,0.003999);(235.07097,0.003999);(235.72232,0.00449888);(246.54544,0.003999);(298.09415,0.00449888);(341.08786,0.00849788);(355.10617,0.003999);(356.09836,0.30217446)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(123.031,0.103);(133.017,0.013);(138.056,0.32);(139.06,0.013);(148.039,0.047);(150.017,0.021);(166.046,0.05);(166.052,0.125);(167.054,0.013);(179.02,0.048);(193.044,0.013);(194.046,1.0);(195.046,0.074);(196.049,0.013);(356.098,0.302)

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for 2-hydroxy-7-methoxy-1,4-benzoxazine-3(2H)-one glucoside